Hydrochloric Acid → (2RS, 3S)-3-amino-2-hydroxy-5-methylhexyl methyl ether hydrochloride

HRID 1905321Notes

Reaction equation

HRID 1905321 reaction equation
[CH3:1][O:2][CH2:3][CH:4]([OH:21])[C@@H:5]([NH:10]C(OCC1C=CC=CC=1)=O)[CH2:6][CH:7]([CH3:9])[CH3:8].[ClH:22]>CO.[Pd]>[ClH:22].[CH3:1][O:2][CH2:3][CH:4]([OH:21])[C@@H:5]([NH2:10])[CH2:6][CH:7]([CH3:9])[CH3:8]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13909435(2RS, 3S)-3-carbobenzoxyamino-2-hydroxy-5-methylhexyl methyl ether

Product 1

HCID 86743183(2RS, 3S)-3-amino-2-hydroxy-5-methylhexyl methyl ether hydrochloride

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 94 mg of the ether compound obtained in 10 ml of methanol was added 0.16 ml of a 2N-hydrochloric acid, and the mixture was hydrogenated over 10 mg of a 10% palladium charcoal under hydrogen atmosphere. After filtration of the catalyst, the filtrate was evaporated under reduced pressure to obtain 54 mg of (2RS, 3S)-3-amino-2-hydroxy-5-methylhexyl methyl ether hydrochloride as a colorless viscous oil.

Workup

  1. filtrationAfter filtration of the catalyst
  2. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c156175a9a7544e6b452522edbcaa4e9
Source dataset
uspto-grants-1989_06
Patent number
US04841067

Reaction notes

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